(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

Base Information

Chemical Name:(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam
CAS No.:233757-48-7
Molecular Formula:C₃₆H₅₀N₂O₅SSi
Molecular Weight:650.955
Hs Code.:

Synonyms:(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

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Chemical Property of (2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

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Technology Process of (2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

There total 11 articles about (2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: 233757-46-5
(2S)-N-[10'-(tert-butyldiphenylsilyloxy)dec-6'-ynoyl]bornane-10,2-sultam

: 233757-48-7
(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

Guidance literature:: (2S)-N-[10'-(tert-butyldiphenylsilyloxy)dec-6'-ynoyl]bornane-10,2-sultam; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0208333h;

With 1-chloro-1-nitrosocyclohexane; In tetrahydrofuran; at -78 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1039/b200328g

Reference yield:

: 233757-70-5
10-(tert-butyldiphenylsilyloxy)dec-6-yn-1-ol

: 233757-48-7
(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / CrO₃; H₂SO₄ / acetone / 3 h / 0 °C

2.1: Et₃N / tetrahydrofuran / 1 h / 25 °C

3.1: n-BuLi; pyren-1-ylacetic acid / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 3.54 g / tetrahydrofuran; hexane / 1.5 h / 25 °C

4.1: NaHMDS / tetrahydrofuran / 0.02 h / -78 °C

4.2: 1-chloro-1-nitrosocyclohexane / tetrahydrofuran / 0.5 h / -78 °C

4.3: 77 percent / aq. HCl / tetrahydrofuran / 1 h / 25 °C

With chromium(VI) oxide; n-butyllithium; sulfuric acid; 1-pyreneacetic acid; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; hexane; acetone;
DOI:10.1039/b200328g

Reference yield:

: 233757-44-3
10-(tert-butyldiphenylsilyloxy)dec-6-ynoic acid

: 233757-48-7
(2S,2'S)-N-[10'-(tert-butyldiphenylsilyloxy)-2'-hydroxyaminodec-6'-ynoyl]bornane-10,2-sultam

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / tetrahydrofuran / 1 h / 25 °C

2.1: n-BuLi; pyren-1-ylacetic acid / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 3.54 g / tetrahydrofuran; hexane / 1.5 h / 25 °C

3.1: NaHMDS / tetrahydrofuran / 0.02 h / -78 °C

3.2: 1-chloro-1-nitrosocyclohexane / tetrahydrofuran / 0.5 h / -78 °C

3.3: 77 percent / aq. HCl / tetrahydrofuran / 1 h / 25 °C

With n-butyllithium; 1-pyreneacetic acid; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1039/b200328g